Barricade situation in Annapolis leads to multiple arrests, including teen wanted in March shooting

Annapolis police arrested four people, including one state police believe is connected to a March shooting involving a local drug ring, after three allegedly broke into an apartment and barricaded themselves inside Thursday night.

It’s the second high-profile incident in Annapolis in two weeks where guns played a major role. A 27-year-old man was shot and killed in late October in Bay Ridge Gardens. It was the first homicide of the year in Annapolis city limits.

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The barricade situation Thursday night occurred near Newtowne 20, a public housing complex. After hearing of the incident Friday, Alderwoman Sheila Finlayson, who represents District 4 in which Newtowne 20 resides, said she wants to see more coordination from the owners and managers of the city’s various public housing complexes.

“We don’t know who is supposed to be in each residence, but they do know,” Finlayson said, adding she wants property managers to “be very strict about who they allow to live in their units and who they allow to visit their units.”

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She said she’s also in discussions with police to create a program that would mimic some aspects of the Eastport “Working Together” discussions, which are community-based talks hosted by Annapolis police to address neighborhood-level issues.

Police said as they approached the men, including two described by the caller as carrying handguns, ran into an apartment and refused to leave. A woman inside fled and told officers the group had broken into her apartment. She was uninjured.

A perimeter was set up around the apartment as police confronted the group. Believing they were still inside and armed, more police units were requested. Police said three men — T’reiko Medley, 19, a 17-year-old and a 16-year-old — eventually surrendered to police without incident.

The three would not provide officers with information about any others inside, police said. Once the Annapolis Special Enforcement Team arrived, more attempts were made to make contact with anyone else in the apartment.

The entire building was evacuated and police used chemical agents to enter the apartment. Officers cleared the residence and no one else was in the apartment, police said.

After a warrant was obtained, the apartment was searched. Police say officers found a loaded .25 caliber Ravens Arms handgun, as well as a loaded 9mm Kel Tec handgun that was reported stolen. Crime scene technicians responded to process the scene.

The three men, all of Annapolis, were arrested and charged with third- and fourth-degree burglary. The two under 18 were charged as juveniles.

More charges are possible once the discovered handguns are processed. Medley is awaiting his initial hearing before the District Court commissioner.

While in the area, officers came into contact with and arrested William Herold, 17, of Annapolis, who was wanted on an outstanding warrant on a charge of attempted murder.

Police had been searching for Herold since Sept. 19 when a warrant was issued for his arrest in connection with a March shooting in Annapolis in a parking lot off of Greenbriar Lane near Skippers Lane.

Isiah Naylor, 21, of Annapolis, was arrested March 26 in connection with the shooting and charged with attempted murder and felony assault.

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The shooting is also one of several activities Maryland State Police say is linked to a drug trafficking organization of at least 12 people.

Prosecutors wrote in court documents that Naylor was an associate of Traymont Wiley, 27, of Annapolis, who is currently facing charges of being the kingpin of a drug trafficking organization that sold heroin in the Newtowne 20 public housing complex.

Naylor and others were targeting an acquaintance of Jamarri Boykin, prosecutors wrote, as Boykin was convicted of first-degree murder in the shooting death of Shawn Crowdy in 2016. Prosecutors say Naylor and others did not hit their intended target and they were trying to shoot an associate of Boykin’s as Crowdy was “a close associate” of Wiley’s.

Annapolis police spokeswoman Amy Miguez said there was no conversation with Maryland State Police as to whether Herold was linked to its investigation into Wiley’s alleged drug trafficking organization.

Finlayson and fellow District 6 Alderwoman Shaneka Henson said they’re confident in the department’s ability to police the region. Finlayson said the arrests are emblematic of the fact “police have been investigating the area for some time.”